Tetrahedron Letters p. 1885 - 1888 (1996)
Update date:2022-08-11
Topics:
Bloodworth
Bothwell, Brian D.
Collins, Andrew N.
Maidwell, Nicola L.
Natural and unnatural analogues 4 of plakinic acids A, C and D have been prepared in three steps from alkan-2-ones by (i) LDA-induced condensation with ethyl-3-methylbut-2-enoate to give (2Z)-3,5-dimethylalka-2,4-dienoic acids 10, then (ii) isomerisation to the 2E-isomers 5 and finally (iii) peroxymercuriation with 30% hydrogen peroxide and reduction in situ with sodium borohydride.
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Doi:10.1021/jo00239a044
(1988)Doi:10.1055/s-0036-1588903
(2017)Doi:10.1007/s11172-018-2325-y
(2018)Doi:10.1139/v75-239
(1975)Doi:10.1039/c8cc03722a
(2018)Doi:10.1002/(SICI)1096-9888(199608)31:8<913::AID-JMS375>3.0.CO;2-U
(1996)